2731-00-2

Basic information

• Product Name: 1-methyl-3-[(Z)-2-nitroethenyl]-1H-indole
• CAS NO: 2731-00-2
• Molecular Formula: C₁₁H₁₀N₂O₂
• Molecular Weight: 202.2093
• Mol File: 2731-00-2.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 386.6°C at 760 mmHg
• Flash Point: 187.6°C
• Density: 1.2g/cm³
• Vapor Pressure: 7.77E-06mmHg at 25°C
• Refractive Index: 1.601
• CAS DataBase Reference: 1-methyl-3-[(Z)-2-nitroethenyl]-1H-indole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-methyl-3-[(Z)-2-nitroethenyl]-1H-indole(2731-00-2)
• EPA Substance Registry System: 1-methyl-3-[(Z)-2-nitroethenyl]-1H-indole(2731-00-2)

Safety Data

• Hazardous Substances Data: 2731-00-2(Hazardous Substances Data)

Usage

Type

Chemical compound

Classification

Nitroalkene derivative of tryptophan

Potential use

Photoactive compound in biological and chemical studies

Application in photodynamic therapy

Uses light and a photosensitizing agent to kill cancer cells

Role as a fluorescent probe

Detecting specific proteins and biological processes in cells

Ongoing research

Further investigation of potential applications and properties in various scientific fields

Upstream product

• 603-76-9 1-methylindole 
• 73430-27-0 1-dimethylamino-2-nitroethene 
• 19012-03-4 N-methyl-3-formylindole 
• 75-52-5 nitromethane 
• 83-34-1 3-Methylindole 
• 487-89-8 Indole-3-carboxaldehyde 
• 120-72-9 indole 
• 122-51-0 orthoformic acid triethyl ester 

Downstream Products

• 7518-21-0 2-(1-methyl-1H-indol-3-yl)ethylamine 
• 1304779-78-9 3-(1-benzyl-2,5-dimethyl-1H-pyrrol-3-yl)-1-methyl-1H-indole 
• 1304779-75-6 3-(1-benzyl-2,5-diphenyl-1H-pyrrol-3-yl)-1-methyl-1H-indole 
• 1304779-87-0 3-(1-benzyl-5-methyl-2-phenyl-1H-pyrrol-3-yl)-1-methyl-1H-indole 
• 1304779-93-8 3-(1-benzyl-2-methyl-5-phenyl-1H-pyrrol-3-yl)-1-methyl-1H-indole 
• 1341160-82-4 3-methoxycarbonyl-3-[1-(1-methylindol-3-yl)-2-nitroethyl]-4-phenyl-2-pyrrolidone 
• 1554471-79-2 2-iodo-4-(1-(1-methyl-1H-indol-3-yl)-2-nitroethyl)aniline 

Relevant articles and documents

Exploiting the chiral ligands of bis(Imidazolinyl)-and bis(oxazolinyl)thiophenes—Synthesis and application in Cu-catalyzed friedel–crafts asymmetric alkylation

Five new C2-symmetric chiral ligands of 2,5-bis(imidazolinyl)thiophene (L1–L3) and 2,5-bis(oxazolinyl)thiophene (L4 and L5) were synthesized from thiophene-2,5-dicarboxylic acid (1) with enantiopure amino alcohols (4a–c) in excellent optical purity and chemical yield. The util-ity of these new chiral ligands for Friedel–Crafts asymmetric alkylation was explored. Subse-quently, the optimized tridentate ligand L5 and Cu(OTf)2 catalyst (15 mol%) in toluene for 48 h promoted Friedel–Crafts asymmetric alkylation in moderate to good yields (up to 76%) and with good enantioselectivity (up to 81% ee). The bis(oxazolinyl)thiophene ligands were more potent than bis(imidazolinyl)thiophene analogues for the asymmetric induction of the Friedel–Crafts asymmetric alkylation.

Visible-Light-Induced Trifluoromethylation of Isonitrile-Substituted Indole Derivatives: Access to 1-(Trifluoromethyl)-4,9-dihydro-3H-pyrido[3,4-b]indole and β-Carboline Derivatives

A visible-light-induced trifluoromethylation of isonitrile-substituted indole derivatives has been developed from the reaction of isonitrile-substituted indoles with Togni II reagent, affording 1-(trifluoromethyl)-4,9-dihydro-3H-pyrido[3,4-b]indoles in mo

Organocatalytic enantioselective synthesis of C3 functionalized indole derivatives

A highly enantioselective Michael addition reaction of indolylnitroalkenes with 1,3-dicarbonyl compounds has been developed to obtain enantiomerically enriched 3-(2-nitro-1-(1-tosyl-1H-indol-3-yl)ethyl)pentane-2,4-dione derivatives in up to 98% ee using BnCPN as an organocatalyst. The transition state structure has been predicted using DFT calculation.